HCID 136928067, compound → HCID 136928110, compound

HRID 64308Notes

Reaction equation

HRID 64308 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2([N:17]3[N:18]=[C:19]([C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:26][CH:25]=4)[C:20]([C:21]([NH2:23])=[O:22])=[C:16]3[NH:15][CH2:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.CC(O)=O.[OH-].[OH-].[Pd+2]>[O:30]([C:27]1[CH:26]=[CH:25][C:24]([C:19]2[C:20]([C:21]([NH2:23])=[O:22])=[C:16]3[NH:15][CH2:14][C:11]4([CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[N:17]3[N:18]=2)=[CH:29][CH:28]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 1

HCID 136928067HCID 136928067, compound

Product 1

HCID 136928110HCID 136928110, compoundYield 51.4%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1′-benzyl-6-(4-phenoxyphenyl)-1,2-dihydrospiro[imidazo[1,2-b]pyrazole-3,4′-piperidine]-7-carboxamide (50 mg, 0.10 mmol), 10% w/w Pd(OH)2/C (5 mg) in MeOH (10 mL) and HOAc (1 drop) was stirred for 16 hr under H2. The mixture was filtrated and the filtrate was concentrated to give the crude product (20 mg 51.4%) as a yellow solid. MS (ESI, m/e) [M+1]+ 390.0.

Workup

  1. filtrationThe mixture was filtrated
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2eeb7802e5a74bebb486d86771d06c3a
Source dataset
uspto-grants-2016_09
Patent number
US09447106B2

Reaction notes

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